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Villa San Michele, San Sano - Gaiole in Chianti - Siena

4 bedrooms 3 bathrooms 8 people Private Pool 4,5 - Excellent - Excellent 4,5

It’s no surprise to discover that the wealthy landowners who once ruled over much of this area chose this villa as their home: the location is glorious and the property itself has good looks in abundance. From its hilltop position in the Chianti region, the beautifully restored stone-built villa offers grand views of the surrounding countryside, not least from the large private pool, furnished pergola or terrace, and with vineyards stretching in all directions, you’ll never be short of a decent glass of wine to enjoy with your lunch or dinner.

Villa San Michele has all the assets of a typically Tuscan property, with wood-beamed ceilings, graceful arches dividing communal rooms and terracotta-tiled floors, and is beautifully furnished with antiques throughout. It will work well for a large group or two small families, with five lounges, four bedrooms and three bathrooms. If you want to eat and relax together, you can; if not, there are enough different dining and lounging areas for everyone to find their own special hideaway. The house makes a perfect base for exploring, with Florence and Arezzo just over an hour’s drive away, Siena even closer, and the Chianti Sculpture Park only 10 minutes’ drive down the road.

Ground Floor


Sofa, table with chairs, four armchairs, coffee table, fireplace, doors to garden.

Sofa, desk with chair, bookshelf.

First Floor


Two sofas, desk with chair, cupboard.

Dining Room
Table with chairs, desk with chair, cupboard, sideboard, fireplace, main entrance.

Fully equipped, chair.

Bedroom 1
Double bed (cannot be converted to twins), wardrobe, dressing table with chair.

Bedroom 2
Twin beds (cannot be converted to double), wardrobe, bureau, four chairs.

En-suite Bathroom (shared with Bedroom 3)
Shower, sink, WC.

Bedroom 3
Double bed (cannot be converted to twins), wardrobe, chest of drawers, desk with chair, footstool, chair.

Bedroom 4
Double bed (cannot be converted to twins, wardrobe, dressing table with chair, shelves, chair.

En-Suite Bathroom
Shower, sink, washstand, WC.

Shower, sink, WC.

 Our Thoughts
Generous helpings of character and space – that’s what you get at this secluded rural property. Indoors, the already large rooms feel even larger thanks to the high beamed ceilings, and the huge inglenook fireplace in the first floor lounge. Outside, the expansive gardens allow you to enjoy sunny Tuscan to the max, with lots of little al fresco seating areas where you can soak up the views from a different perspective every time.

Four bedrooms. Three bathrooms, two en-suite. Gardens are not fenced, and the pool is unfenced. There is 300 metres of unpaved approach road. The villa owners will accept children under seven years old but prefer not to because of the steep external entrance staircase and the unfenced pool area.

The pool is in the garden, surrounded by paving leading to lawn and furnished with loungers with overhead shades. A pergola with table and chairs is just a few steps away. The water can be accessed by internal Roman steps. Pool Size: 10m x 5m, 1.2 - 1.8m deep. Open from April to October, weather depending.


Flexible dates
Washing Machine Inhouse
TV - Sat Astra Free View
No pets allowed
No smoking
Decorative fireplace
DVD player (Euro)
Ironing board
Moka espresso maker
Furnished pergola
Furnished loggia
Furnished garden
Filter coffee maker
CD player
Mosquito screens in bedrooms
Pool towels provided
Private Chef- extra cost

Additional information

Arrival/Departure day: Saturday   Click here to request flexible dates

Terms and conditions: please read the booking contract

The Security Deposit is 0 Euro In lieu of Euro cash, upon arrival you will be required to sign a damage agreement which obliges you to pay any costs resulting from damage, loss or theft of property from the villa you have rented. Should you or your party cause any damage at the property contact us straight away so that we can help agree a reasonable settlement. Damage does not mean normal usage or wear and tear.

What time can we arrive? By what time must we vacate the property?
Check in is from 16:00 - 19:00.
Checkout by: 10:00

Are pool towels supplied?
included - provided by local supplier

Is there Internet in the villa?
free WI-FI available

Weekly linen, tea and bathroom towels: included - provided by local supplier

Heating, if used: by week

Final clean:included - provided by local supplier

Tourist tax: 1,50 Euro per person, per night for the first 7 nights, some exemptions apply.

Baby cot: 1 available on request 10 Euro per item per week

High chair: 1 available on request 5 Euro per item per week

Concierge Service
If you would like suggestions and tips regarding different activities you can do during your stay please contact our concierge service at concierge@to-tuscany.com

What is a pre arrival shopping service?
In some villas, it is possible to have a Pre arrival shopping service. The availability of the service is noted in the villa description. To help you through the first day or two of your holiday, owners can do a small shop before your arrival so that you do not have to go immediately to find a supermarket. By contacting your To Tuscany villa specialist in advance and providing them with a shopping list you will find the items in your villa on arrival. Please note that the service cannot be guaranteed with less than 48 hours notice before arrival.​

Villa rates

2018 Prices per villa
Date range
7 night price
07 Jul - 25 Aug 2018
4725 US Dollar
25 Aug - 15 Sep 2018
3544 US Dollar
15 Sep - 10 Nov 2018
2835 US Dollar
10 Nov - 15 Dec 2018
2835 US Dollar
15 Dec - 29 Dec 2018
2835 US Dollar
2019 Prices per villa
Date range
7 night price
29 Dec - 05 Jan 2019
2862 US Dollar
05 Jan - 23 Mar 2019
2862 US Dollar
23 Mar - 01 Jun 2019
2862 US Dollar
01 Jun - 06 Jul 2019
3578 US Dollar
06 Jul - 24 Aug 2019
4772 US Dollar
24 Aug - 14 Sep 2019
3578 US Dollar
14 Sep - 09 Nov 2019
2862 US Dollar
09 Nov - 14 Dec 2019
2862 US Dollar
14 Dec - 28 Dec 2019
2862 US Dollar

What's the villa like inside?

Closed - no entry
Dining Room
Closed - no entry

Villa location

How far are the airports? Distances and driving time
  • Florence Airport: 92km - 1h 18m
  • Aeroporto Perugia: 122km - 1h 30m
  • Aeroporto Pisa: 152km - 1h 55m
How far are the nearest towns? Distances and driving time
  • Gaiole in Chianti: 7km - 0h 08m
  • Radda in Chianti: 10km - 0h 17m
  • San Gusme: 14km - 0h 20m
Villa San Michele is located along the SS408 between the villages of San Sano and Lecchi. Both villages are within walking distance (around 20-30 minutes). Lecchi is slightly nearer (approximately 1.5km) and has a typical Tuscan grocery store, a bar and a restaurant. San Sano has a restaurant which also houses a tiny grocery store within. The nearest large town is Gaiole in Chianti, only 8km away.

 More options
Golf Club
Horse riding

Guest reviews: Villa San Michele <div class='textCenter'>8,5/ 10</div>Score from 3 reviews - Excellent (3 Client reviews)

August 2017
Family with older children
FREJUS, France FREJUS, France
Guest villa score
Would you like to translate?
Nous avons passé d'excellentes vacances en famille.
La propriété est magnifique et correspond parfaitement à l'image traditionnelle et authentique que nous étions en droit d'attendre de ce type de maison.
Les jardins et la piscine avec la vue exceptionnelle sur les vallées et vignobles alentour sont très agréables pour se détendre après les journées de visite dans la région.
Local attractions Retaurant Unico à Sienne

Any duration

Duration (weeks)

Any size

Number of Guests

adults (ages 16 +)

children (ages 2 - 15)

infants (ages <2 yr)

7 nights from
2835 to 4725 US Dollar

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